Jackson Square Aviation Announces Leadership Succession Plan



Jackson Square Aviation (JSA) President and CEO Toby Bright will step down as leader of the aircraft leasing company at the end of the year. Bright will be succeeded by current chief investment officer Kevin McDonald as CEO and current chief marketing officer Chris Dailey as president and chief commercial officer, effective January 1, 2019.

“I have worked alongside Kevin and Chris for eight years and I am thrilled that they will assume joint leadership of Jackson Square Aviation,” said Bright. “Kevin has done a masterful job guiding the investment side of our company and Chris has built strong relationships with our airline customers while managing JSA’s worldwide sales team.”

In transitioning to these new roles, McDonald will oversee JSA’s day-to-day operations, including the company’s finance, capital markets, legal, technical and risk divisions. Dailey will manage JSA’s global customer relationships, aircraft trading business and its manufacturer activities. The company operates from two primary locations, with McDonald based in San Francisco and Dailey based in Dublin.

Bright will stay on as a senior advisor to JSA after he steps down from his current position. Prior to joining JSA, Bright was chief marketing officer of Sky Holding and before that, Pegasus Aviation. Earlier in his career Bright spent 28 years at Boeing, where he held various sales and technical positions and oversaw the launch of the 787 program as head of Sales.

McDonald and Dailey have been with JSA since the company began in 2010. They helped develop and implement the strategy that has transformed JSA into one of the world’s leading lessors of new technology Airbus and Boeing aircraft, with a fleet of more than 200 planes placed with 49 customers in 27 countries.

McDonald’s prior experience includes leadership roles at Pegasus Aviation and Sky Holding Company. He began his career as an investment banker covering lessors and other financial institutions at the New York offices of Donaldson, Lufkin & Jenrette and Credit Suisse.

Dailey spent four years developing the company’s aircraft leasing business across Europe, the Middle East and India before relocating to Singapore for two years to elevate JSA’s presence across the Asia Pacific region. He returned to Dublin in 2016.

Based in San Francisco and Dublin, Ireland, Jackson Square Aviation is a full service commercial aircraft lessor which provides a variety of fleet and financial solutions to airlines such as sale and leaseback financing, PDP financing, and leasing solutions from its existing fleet.


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